OluKai, melin, Roark (Tradewind Services) Sr. Software Engineer, AI Enablement

Archipelago CompaniesIrvine, CA
$120,000 - $160,000Hybrid

About The Position

Tradewind Services provides shared services across Archipelago Companies' portfolio of brands (OluKai, Melin, Roark) and international subsidiaries (Arch-UK, Arch-EU). We're hiring a Sr. Software Engineer, AI Enablement to help build the technical backbone of AI adoption across the organization: the connectors, internal tools, and workflows that let teams actually use AI in their day-to-day work, plus the hands-on training to get them there. This is a hybrid build-and-teach role. You'll be writing code and shipping infrastructure, and you'll also be in the room with non-technical teams helping them understand and adopt what you've built.

Requirements

  • Bachelor’s degree required
  • 5+ years of professional software development experience, with proficiency in Python, TypeScript, Go, or similar languages
  • Strength in building integrations and APIs
  • Comfort working with AI/LLM tooling and a genuine interest in applied AI (not just theory)
  • Experience building internal tools or connectors that talk to multiple systems (e.g., Slack, Microsoft 365, Google Drive, Notion, Shopify, or similar SaaS platforms)
  • Strong communication skills; you can explain technical concepts to non-technical users without talking down to them
  • Comfortable working independently and building things from a blank page
  • Balanced judgment on safe, appropriate AI use, especially with company and customer data

Nice To Haves

  • Familiarity with data platforms (e.g., Domo, BigQuery, or similar) is a plus
  • Deep experience with several of the following: Claude, ChatGPT, Vercel, n8n, GitHub, Cloudflare, or MCP (Model Context Protocol) servers
  • Background supporting multi-brand or multi-entity organizations

Responsibilities

  • Train users across departments and brands on AI tools and workflows, translating technical capability into practical, everyday use
  • Design and build the core AI infrastructure for the organization: custom connectors, internal applications, and integrations between AI tools and existing business systems
  • Wire up automated workflows that connect AI capabilities to data sources and operational systems
  • Build and maintain data pipelines and integrations supporting AI use cases across brands
  • Partner with stakeholders across OluKai, Melin, Roark, and subsidiaries to identify high-value AI opportunities and turn them into working tools
  • Evaluate emerging AI models, tools, and platforms, and recommend what's worth adopting
  • Establish security and data-governance practices for AI tools that touch company systems and data
  • Track adoption and report on impact across teams
  • Document systems and workflows so they're maintainable and adoptable beyond your own desk

Benefits

  • opportunity for annual bonus
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